HuagongsheHuagongshe Chemistry Print Report · For research reference only
Boron trifluoride etherate → HCID 11337066, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Boron trifluoride etherate | HCID 8000 | — |
| Reactant | Allyltrimethylsilane | HCID 69808 | — |
| Reactant | HCID 11450222 | HCID 11450222 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 11337066 | HCID 11337066 | 98% |
Reaction Steps
To a solution of compound 6-benzyl-7-hydroxy-3-phenyl-(3S, 7aR)-perhydroimidazo[1,5-C][1,3]thiazol-5-one of formula (6) (0.326 parts, 1 mmol) in dichloromethane (10 parts) was added allyltrimethylsilane (0.228 parts, 2 mmol). Then Lewis acid for example BF3.Et2O (0.142 parts, 1 mmol) was added drop wise to reaction mixture at 30° C. was stirred for 30 mints. and the reaction mixture was quenched with saturated ammonium chloride (10 parts). Then the organic layer was separated, concentrated and column purification with ethylacetate:pet.ether (15:85) as eluent provided compound 7-allyl-6-benzyl-3-phenyl-(3S, 7S, 7aR)-perhydroimidazo[1,5-C][1,3]thiazol-5-one of formula (7f) (viscous liquid, 0.343 parts, 0.98 mmol) in 98% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06486328B1 |
| Source dataset | uspto-grants-2002_11 |
| ORD ID | ord-aad9fe99cbdf4ef3862f17eb07515342 |
| Source note | uspto-grants-2002_11 |